Book Exclusive San Mateo Vacation Packages

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San Mateo flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
Cathedral Hill Hotel

Cathedral Hill Hotel

2 out of 5
Downtown San Francisco
Save 100% on your flight
Price was CA $1,361, price is now CA $849 per person
CA $849
per person
Dec 25 - Jan 1
found 21 hours ago
Roundtrip flight included
Toronto (YTO) to San Francisco (SFO)
Stay at this motel in San Francisco. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Oracle Park and Pier 39 are located nearby.
The Huntington Hotel

The Huntington Hotel

5 out of 5
Downtown San Francisco
Save 100% on your flight
Price was CA $5,114, price is now CA $2,881 per person
CA $2,881
per person
Dec 25 - Jan 1
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to San Francisco (SFO)
Book a stay at this luxury hotel in San Francisco. Enjoy free WiFi, a full-service spa, and room service. Our guests praise the property condition in our reviews. Popular attractions Pier 39 and Oracle Park are located nearby.
1 Hotel San Francisco

1 Hotel San Francisco

5 out of 5
Downtown San Francisco
Save 100% on your flight
Price was CA $4,496, price is now CA $2,801 per person
CA $2,801
per person
Dec 25 - Jan 1
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to San Francisco (SFO)
Book a stay at this luxury hotel in San Francisco. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Oracle Park and Pier 39 are located nearby.
Cavallo Point

Cavallo Point

4.5 out of 5
Save 100% on your flight
Price was CA $4,515, price is now CA $2,905 per person
CA $2,905
per person
Dec 25 - Jan 1
found 24 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to San Francisco (SFO)
Book a stay at this luxury hotel in Sausalito. Enjoy free WiFi, free valet parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Golden Gate Bridge and Pier 39 are located nearby.
Stanford Court San Francisco

Stanford Court San Francisco

4 out of 5
Downtown San Francisco
Price was CA $1,797, price is now CA $1,160 per person
CA $1,160
per person
Dec 21 - Dec 27
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to San Francisco (SFO)
Book a stay at this luxury hotel in San Francisco. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Pier 39 and Oracle Park are located nearby.

Top San Mateo hotels deals

Holiday Inn Hotel & Suites San Mateo-San Francisco SFO by IHG

Holiday Inn Hotel & Suites San Mateo-San Francisco SFO by IHG

3 out of 5
330 N Bayshore Blvd San Mateo CA
Free cancellation
The price is CA $167 per night
CA $167
CA $193 total
Oct 23 - Oct 24
includes taxes & fees
Book a stay at this business-friendly hotel in San Mateo. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Poplar Creek Golf Course and Coyote Point Park are located nearby.
Holiday Inn Golden Gateway by IHG

Holiday Inn Golden Gateway by IHG

3.5 out of 5
1500 Van Ness Ave San Francisco CA
Free cancellation
The price is CA $179 per night
CA $179
CA $211 total
Nov 8 - Nov 9
includes taxes & fees
Book a stay at this business-friendly hotel in San Francisco. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the pool and the restaurant in our reviews. Popular attractions Pier 39 and Oracle Park are located nearby.
Hotel Riu Plaza Fisherman's Wharf

Hotel Riu Plaza Fisherman's Wharf

4 out of 5
2500 Mason St San Francisco CA
Free cancellation
Reserve now, pay when you stay
The price is CA $184 per night
CA $184
CA $275 total
Nov 9 - Nov 10
includes taxes & fees
Book a stay at this business-friendly hotel in San Francisco. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the pool in our reviews. Popular attractions Pier 39 and Oracle Park are located nearby.
Hilton San Francisco Financial District

Hilton San Francisco Financial District

4 out of 5
750 Kearny St San Francisco CA
The price is CA $132 per night
CA $132
CA $156 total
Nov 8 - Nov 9
includes taxes & fees
Book a stay at this business-friendly hotel in San Francisco. Enjoy breakfast (surcharge), a fitness center, and WiFi (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Pier 39 and Oracle Park are located nearby.
Hilton San Francisco Union Square

Hilton San Francisco Union Square

4 out of 5
333 O'Farrell St. San Francisco CA
Free cancellation
Reserve now, pay when you stay
The price is CA $223 per night
CA $223
CA $262 total
Nov 6 - Nov 7
includes taxes & fees
Book a stay at this business-friendly hotel in San Francisco. Enjoy 2 bars/lounges, breakfast (surcharge), and a 24-hour health club. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Oracle Park and Pier 39 are located nearby.
Hyatt Regency San Francisco

Hyatt Regency San Francisco

4 out of 5
5 Embarcadero Center San Francisco CA
Free cancellation
Reserve now, pay when you stay
The price is CA $281 per night
CA $281
CA $396 total
Oct 23 - Oct 24
includes taxes & fees
Book a stay at this business-friendly hotel in San Francisco. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Oracle Park and Pier 39 are located nearby.
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Stay near popular San Mateo attractions

A city skyline with illuminated buildings and a bridge with traffic.

San Mateo County Event Center

8.4/10 (184 reviews)
San Mateo County Event Center is just one of the places to see in San Mateo, so why not enjoy the other things to explore during your travels? Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
See properties

San Mateo Vacations

Forge new memories, embark on inspiring adventures and follow the path less traveled — it's all possible in San Mateo. But first, let us give you the facts about your next vacation destination!

San Mateo is a neighborhood in the marvelous city of San Francisco. You'll find it 17 miles (27 kilometers) south of the downtown area.

Travelers to San Francisco will be rubbing shoulders with around 800,000 locals.

Places to visit in San Mateo

Shampoo, conditioner and body wash are a few of the basics you need while traveling. But — if you forget to pack your toiletry bag, you should find what you need at Hillsdale Shopping Center. Seeking more close by options? Gather with like-minded people and be inspired at one of the events or conferences held at San Mateo County Event Center. But that's not all there is. Even on a wet day, it's well worth taking a walk through The San Mateo Japanese Garden. Pop open your umbrella and drink in the fresh earthy smell.

Where do you fly into for San Mateo?

Pack your suitcase and get set for a memorable adventure. The moment you step out of San Francisco International Airport (SFO), you'll be just 6 miles (10 kilometers) to the northwest of San Mateo.

Frequently asked questions

How much are vacation packages to San Mateo?
Starting from as little as CA $849, hotel and flight packages are a great way to make your budget stretch further. Watch out San Mateo — here you come!
How long should my San Mateo vacation be?
Generally, 2 nights is what most travelers book for their San Mateo vacation. That's an useful guide, but there's plenty more to uncover if you give yourself a little longer.
Where can I get the best vacation package deals for San Mateo?
Your dream escape is waiting for you at Travelocity. With access to 400 air carriers and an incredible 1,000,000 hotels around the world, selecting the perfect San Mateo package deal couldn't be simpler.
Why should I purchase my San Mateo vacation package via Travelocity?
With our Price Match Guarantee, we'll match any lower price you're able to find. Add to that our 24/7 support and exceptional service and your dream vacation is well within reach.
Can I save money on my San Mateo car rental if I book it with my hotel or flight?
You sure can — combine your flight, hotel and car into a San Mateo vacation package and you can save tons. With so many places to explore in and around San Mateo, that rental car will more than come in handy. Once you're behind the wheel, turn up the stereo and make tracks to Monterey Bay Aquarium, a must-see sight about 113 kilometers from San Mateo.
Which airport is best for San Mateo?
One of your top options is San Francisco Intl. Airport (SFO), which you'll find 8 kilometers northwest of downtown San Mateo. Another great choice is Oakland Intl. Airport (OAK), 19 kilometers away from central San Mateo).
What is there to do in San Mateo?
There is an undeniable magic as you roam the streets of San Mateo. Coyote Point Park and Hillsdale Shopping Center are just a couple of highlights that make this city such a sought-after destination, so add them to your to-do list.
Where should I stay when visiting San Mateo?
Many visitors spend their nights at the San Mateo SFO Airport Hotel. It's a great base for your San Mateo vacation.

Photos of local treasures

Browse San Mateo vacation photos for more inspiration

A coastal landscape with a sandy beach, rocky cliffs, and the ocean.
A suspension bridge at sunset with city lights in the distance.
A forested mountain range with a sunrise or sunset.
A lighthouse on a rocky coastline with a field of yellow flowers in the foreground.
A long bridge with a red roof and multiple streetlights extending over calm water.

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